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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2021-09-24 12:25:07 UTC

Update Date

2021-09-24 12:25:07 UTC

HMDB ID

HMDB0304787

Secondary Accession Numbers

None

Metabolite Identification

Common Name

Phenylalanyl-Alanine

Description

phenylalanyl-alanine belongs to the class of organic compounds known as dipeptides. These are organic compounds containing a sequence of exactly two alpha-amino acids joined by a peptide bond. Based on a literature review very few articles have been published on phenylalanyl-alanine.

Structure

MOL 3D MOL SDF 3D SDF PDB 3D PDB SMILES InChI

HMDB0304787
     RDKit          3D
Phenylalanyl-Alanine
 33 33  0  0  0  0  0  0  0  0999 V2000
    2.4700   -1.6987   -1.0244 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7979   -0.2737   -0.7246 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9510    0.3402    0.2628 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.7040    0.0488    0.4142 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1739   -0.9169   -0.4387 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1226    0.7115    1.4470 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7314    1.6403    2.1695 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2507    1.5297    0.8749 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2087    0.7744    0.0676 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9823    0.6609   -1.2875 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8229   -0.0308   -2.1444 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9494   -0.6340   -1.5800 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1939   -0.5339   -0.2361 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3351    0.1602    0.5728 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2398   -0.2280   -0.2959 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5969    0.2850    0.7790 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.1958   -0.7806   -1.1369 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7715   -1.8364   -1.8750 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0625   -2.2681   -0.1717 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4082   -2.2523   -1.3239 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7139    0.3433   -1.6553 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3842   -1.6979   -0.0903 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4741   -0.0326    2.1938 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2631    1.1733    2.9409 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0963    2.3327    2.6536 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7842    2.3432    0.2708 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7528    2.0245    1.7318 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1042    1.1284   -1.7485 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6426   -0.1183   -3.2075 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6435   -1.1883   -2.1985 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0845   -1.0157    0.1841 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5103    0.2498    1.6299 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0699   -0.2402   -1.2243 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  3
  4  5  1  0
  4  6  1  0
  6  7  1  0
  6  8  1  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
  2 15  1  0
 15 16  2  0
 15 17  1  0
 14  9  1  0
  1 18  1  0
  1 19  1  0
  1 20  1  0
  2 21  1  0
  5 22  1  0
  6 23  1  0
  7 24  1  0
  7 25  1  0
  8 26  1  0
  8 27  1  0
 10 28  1  0
 11 29  1  0
 12 30  1  0
 13 31  1  0
 14 32  1  0
 17 33  1  0
M  END


  Mrv1652304032018462D          

 17 17  0  0  0  0            999 V2000
    1.4289    4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    4.5375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    2.0625    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    3.7125    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    3.7125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    5.7750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    4.5375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  3  2  2  0  0  0  0
  4  2  1  0  0  0  0
  5  3  1  0  0  0  0
  6  4  2  0  0  0  0
  8  1  1  0  0  0  0
  9  5  2  0  0  0  0
  9  6  1  0  0  0  0
  9  7  1  0  0  0  0
 10  7  1  0  0  0  0
 11 10  1  0  0  0  0
 12  8  1  0  0  0  0
 13 10  1  0  0  0  0
 14  8  1  4  0  0  0
 14 11  2  0  0  0  0
 15 11  1  0  0  0  0
 16 12  2  0  0  0  0
 17 12  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0304787

> <DATABASE_NAME>
hmdb

> <SMILES>
CC(N=C(O)C(N)CC1=CC=CC=C1)C(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C12H16N2O3/c1-8(12(16)17)14-11(15)10(13)7-9-5-3-2-4-6-9/h2-6,8,10H,7,13H2,1H3,(H,14,15)(H,16,17)

> <INCHI_KEY>
MIDZLCFIAINOQN-UHFFFAOYSA-N

> <FORMULA>
C12H16N2O3

> <MOLECULAR_WEIGHT>
236.267

> <EXACT_MASS>
236.116092388

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
33

> <JCHEM_AVERAGE_POLARIZABILITY>
24.800477366741962

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
2-[(2-amino-1-hydroxy-3-phenylpropylidene)amino]propanoic acid

> <ALOGPS_LOGP>
-1.71

> <JCHEM_LOGP>
-1.121846054191318

> <ALOGPS_LOGS>
-2.61

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
4.335760124158738

> <JCHEM_PKA_STRONGEST_ACIDIC>
3.429179201586506

> <JCHEM_PKA_STRONGEST_BASIC>
9.534681680895794

> <JCHEM_POLAR_SURFACE_AREA>
95.91000000000001

> <JCHEM_REFRACTIVITY>
62.93540000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
5.74e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
2-[(2-amino-1-hydroxy-3-phenylpropylidene)amino]propanoic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0304787
     RDKit          3D
Phenylalanyl-Alanine
 33 33  0  0  0  0  0  0  0  0999 V2000
    2.4700   -1.6987   -1.0244 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7979   -0.2737   -0.7246 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9510    0.3402    0.2628 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.7040    0.0488    0.4142 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1739   -0.9169   -0.4387 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1226    0.7115    1.4470 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7314    1.6403    2.1695 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2507    1.5297    0.8749 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2087    0.7744    0.0676 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9823    0.6609   -1.2875 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8229   -0.0308   -2.1444 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9494   -0.6340   -1.5800 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1939   -0.5339   -0.2361 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3351    0.1602    0.5728 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2398   -0.2280   -0.2959 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5969    0.2850    0.7790 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.1958   -0.7806   -1.1369 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7715   -1.8364   -1.8750 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0625   -2.2681   -0.1717 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4082   -2.2523   -1.3239 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7139    0.3433   -1.6553 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3842   -1.6979   -0.0903 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4741   -0.0326    2.1938 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2631    1.1733    2.9409 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0963    2.3327    2.6536 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7842    2.3432    0.2708 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7528    2.0245    1.7318 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1042    1.1284   -1.7485 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6426   -0.1183   -3.2075 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6435   -1.1883   -2.1985 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0845   -1.0157    0.1841 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5103    0.2498    1.6299 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0699   -0.2402   -1.2243 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  3
  4  5  1  0
  4  6  1  0
  6  7  1  0
  6  8  1  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
  2 15  1  0
 15 16  2  0
 15 17  1  0
 14  9  1  0
  1 18  1  0
  1 19  1  0
  1 20  1  0
  2 21  1  0
  5 22  1  0
  6 23  1  0
  7 24  1  0
  7 25  1  0
  8 26  1  0
  8 27  1  0
 10 28  1  0
 11 29  1  0
 12 30  1  0
 13 31  1  0
 14 32  1  0
 17 33  1  0
M  END

HEADER    PROTEIN                                 03-APR-20   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   03-APR-20         0                                  
HETATM    1  C   UNK     0       2.667   9.240   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       2.667   0.000   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       2.667   1.540   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       0.000   1.540   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       1.334   3.850   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       4.001   8.470   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       1.334   2.310   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       2.667   4.620   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       2.667   6.160   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       5.335   9.240   0.000  0.00  0.00           C+0
HETATM   13  N   UNK     0       4.001   3.850   0.000  0.00  0.00           N+0
HETATM   14  N   UNK     0       4.001   6.930   0.000  0.00  0.00           N+0
HETATM   15  O   UNK     0       1.334   6.930   0.000  0.00  0.00           O+0
HETATM   16  O   UNK     0       5.335  10.780   0.000  0.00  0.00           O+0
HETATM   17  O   UNK     0       6.668   8.470   0.000  0.00  0.00           O+0
CONECT    1    8                                                            
CONECT    2    3    4                                                       
CONECT    3    2    5                                                       
CONECT    4    2    6                                                       
CONECT    5    3    9                                                       
CONECT    6    4    9                                                       
CONECT    7    9   10                                                       
CONECT    8    1   12   14                                                  
CONECT    9    5    6    7                                                  
CONECT   10    7   11   13                                                  
CONECT   11   10   14   15                                                  
CONECT   12    8   16   17                                                  
CONECT   13   10                                                            
CONECT   14    8   11                                                       
CONECT   15   11                                                            
CONECT   16   12                                                            
CONECT   17   12                                                            
MASTER        0    0    0    0    0    0    0    0   17    0   34    0
END

COMPND    HMDB0304787
HETATM    1  C1  UNL     1       2.470  -1.699  -1.024  1.00  0.00           C  
HETATM    2  C2  UNL     1       2.798  -0.274  -0.725  1.00  0.00           C  
HETATM    3  N1  UNL     1       1.951   0.340   0.263  1.00  0.00           N  
HETATM    4  C3  UNL     1       0.704   0.049   0.414  1.00  0.00           C  
HETATM    5  O1  UNL     1       0.174  -0.917  -0.439  1.00  0.00           O  
HETATM    6  C4  UNL     1      -0.123   0.712   1.447  1.00  0.00           C  
HETATM    7  N2  UNL     1       0.731   1.640   2.170  1.00  0.00           N  
HETATM    8  C5  UNL     1      -1.251   1.530   0.875  1.00  0.00           C  
HETATM    9  C6  UNL     1      -2.209   0.774   0.068  1.00  0.00           C  
HETATM   10  C7  UNL     1      -1.982   0.661  -1.287  1.00  0.00           C  
HETATM   11  C8  UNL     1      -2.823  -0.031  -2.144  1.00  0.00           C  
HETATM   12  C9  UNL     1      -3.949  -0.634  -1.580  1.00  0.00           C  
HETATM   13  C10 UNL     1      -4.194  -0.534  -0.236  1.00  0.00           C  
HETATM   14  C11 UNL     1      -3.335   0.160   0.573  1.00  0.00           C  
HETATM   15  C12 UNL     1       4.240  -0.228  -0.296  1.00  0.00           C  
HETATM   16  O2  UNL     1       4.597   0.285   0.779  1.00  0.00           O  
HETATM   17  O3  UNL     1       5.196  -0.781  -1.137  1.00  0.00           O  
HETATM   18  H1  UNL     1       1.772  -1.836  -1.875  1.00  0.00           H  
HETATM   19  H2  UNL     1       2.063  -2.268  -0.172  1.00  0.00           H  
HETATM   20  H3  UNL     1       3.408  -2.252  -1.324  1.00  0.00           H  
HETATM   21  H4  UNL     1       2.714   0.343  -1.655  1.00  0.00           H  
HETATM   22  H5  UNL     1      -0.384  -1.698  -0.090  1.00  0.00           H  
HETATM   23  H6  UNL     1      -0.474  -0.033   2.194  1.00  0.00           H  
HETATM   24  H7  UNL     1       1.263   1.173   2.941  1.00  0.00           H  
HETATM   25  H8  UNL     1       0.096   2.333   2.654  1.00  0.00           H  
HETATM   26  H9  UNL     1      -0.784   2.343   0.271  1.00  0.00           H  
HETATM   27  H10 UNL     1      -1.753   2.024   1.732  1.00  0.00           H  
HETATM   28  H11 UNL     1      -1.104   1.128  -1.748  1.00  0.00           H  
HETATM   29  H12 UNL     1      -2.643  -0.118  -3.207  1.00  0.00           H  
HETATM   30  H13 UNL     1      -4.643  -1.188  -2.198  1.00  0.00           H  
HETATM   31  H14 UNL     1      -5.084  -1.016   0.184  1.00  0.00           H  
HETATM   32  H15 UNL     1      -3.510   0.250   1.630  1.00  0.00           H  
HETATM   33  H16 UNL     1       6.070  -0.240  -1.224  1.00  0.00           H  
CONECT    1    2   18   19   20
CONECT    2    3   15   21
CONECT    3    4    4
CONECT    4    5    6
CONECT    5   22
CONECT    6    7    8   23
CONECT    7   24   25
CONECT    8    9   26   27
CONECT    9   10   10   14
CONECT   10   11   28
CONECT   11   12   12   29
CONECT   12   13   30
CONECT   13   14   14   31
CONECT   14   32
CONECT   15   16   16   17
CONECT   17   33
END

HMDB0304787
     RDKit          3D
Phenylalanyl-Alanine
 33 33  0  0  0  0  0  0  0  0999 V2000
    2.4700   -1.6987   -1.0244 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7979   -0.2737   -0.7246 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9510    0.3402    0.2628 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.7040    0.0488    0.4142 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1739   -0.9169   -0.4387 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1226    0.7115    1.4470 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7314    1.6403    2.1695 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2507    1.5297    0.8749 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2087    0.7744    0.0676 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9823    0.6609   -1.2875 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8229   -0.0308   -2.1444 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9494   -0.6340   -1.5800 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1939   -0.5339   -0.2361 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3351    0.1602    0.5728 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2398   -0.2280   -0.2959 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5969    0.2850    0.7790 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.1958   -0.7806   -1.1369 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7715   -1.8364   -1.8750 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0625   -2.2681   -0.1717 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4082   -2.2523   -1.3239 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7139    0.3433   -1.6553 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3842   -1.6979   -0.0903 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4741   -0.0326    2.1938 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2631    1.1733    2.9409 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0963    2.3327    2.6536 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7842    2.3432    0.2708 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7528    2.0245    1.7318 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1042    1.1284   -1.7485 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6426   -0.1183   -3.2075 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6435   -1.1883   -2.1985 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0845   -1.0157    0.1841 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5103    0.2498    1.6299 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0699   -0.2402   -1.2243 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  3
  4  5  1  0
  4  6  1  0
  6  7  1  0
  6  8  1  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
  2 15  1  0
 15 16  2  0
 15 17  1  0
 14  9  1  0
  1 18  1  0
  1 19  1  0
  1 20  1  0
  2 21  1  0
  5 22  1  0
  6 23  1  0
  7 24  1  0
  7 25  1  0
  8 26  1  0
  8 27  1  0
 10 28  1  0
 11 29  1  0
 12 30  1  0
 13 31  1  0
 14 32  1  0
 17 33  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
F-a Dipeptide	HMDB
FA dipeptide	HMDB
L-Phenylalanyl-L-alanine	HMDB
Phe-ala	HMDB
Phenylalanine alanine dipeptide	HMDB
Phenylalanine-alanine dipeptide	HMDB
Phenylalanylalanine	HMDB
2-[(2-Amino-1-hydroxy-3-phenylpropylidene)amino]propanoate	Generator

Chemical Formula

C₁₂H₁₆N₂O₃

Average Molecular Weight

236.267

Monoisotopic Molecular Weight

236.116092388

IUPAC Name

2-[(2-amino-1-hydroxy-3-phenylpropylidene)amino]propanoic acid

Traditional Name

2-[(2-amino-1-hydroxy-3-phenylpropylidene)amino]propanoic acid

CAS Registry Number

Not Available

SMILES

CC(N=C(O)C(N)CC1=CC=CC=C1)C(O)=O

InChI Identifier

InChI=1S/C12H16N2O3/c1-8(12(16)17)14-11(15)10(13)7-9-5-3-2-4-6-9/h2-6,8,10H,7,13H2,1H3,(H,14,15)(H,16,17)

InChI Key

MIDZLCFIAINOQN-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as dipeptides. These are organic compounds containing a sequence of exactly two alpha-amino acids joined by a peptide bond.

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Carboxylic acids and derivatives

Sub Class

Amino acids, peptides, and analogues

Direct Parent

Dipeptides

Alternative Parents

Substituents

Alpha-dipeptide
Phenylalanine or derivatives
N-acyl-alpha-amino acid
N-acyl-alpha amino acid or derivatives
Alpha-amino acid amide
Alanine or derivatives
Alpha-amino acid or derivatives
Amphetamine or derivatives
Aralkylamine
Fatty amide
Benzenoid
Monocyclic benzene moiety
Fatty acyl
Carboxamide group
Secondary carboxylic acid amide
Amino acid or derivatives
Amino acid
Carboxylic acid
Monocarboxylic acid or derivatives
Organic nitrogen compound
Primary aliphatic amine
Organonitrogen compound
Organooxygen compound
Primary amine
Carbonyl group
Hydrocarbon derivative
Organic oxide
Organopnictogen compound
Amine
Organic oxygen compound
Aromatic homomonocyclic compound

Molecular Framework

Aromatic homomonocyclic compounds

External Descriptors

Not Available

Ontology

Not Available

Exogenous (HMDB: HMDB0304787)

Food

Milk and milk product

Unfermented milk

Milk (Cow) (FooDB: FOOD00618)

Process

Not Available

Role

Not Available

Physical Properties

State

Not Available

Experimental Molecular Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
logP	-1.7	ALOGPS
logP	-1.1	ChemAxon
logS	-2.6	ALOGPS
pKa (Strongest Acidic)	3.43	ChemAxon
pKa (Strongest Basic)	9.53	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	95.91 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	62.94 m³·mol⁻¹	ChemAxon
Polarizability	24.8 Å³	ChemAxon
Number of Rings	1	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
AllCCS	[M+H]+	155.28	32859911
AllCCS	[M+H-H2O]+	151.646	32859911
AllCCS	[M+Na]+	159.624	32859911
AllCCS	[M+NH4]+	158.654	32859911
AllCCS	[M-H]-	155.464	32859911
AllCCS	[M+Na-2H]-	155.891	32859911
AllCCS	[M+HCOO]-	156.465	32859911
DeepCCS	[M+H]+	148.863	30932474
DeepCCS	[M-H]-	146.505	30932474
DeepCCS	[M-2H]-	180.474	30932474
DeepCCS	[M+Na]+	155.219	30932474

Predicted Retention Times

Underivatized

Chromatographic Method	Retention Time	Reference
Predicted by Siyang on May 30, 2022	10.1981 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	6.83 minutes	32390414
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	770.9 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	239.6 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	94.5 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	166.9 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	73.5 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	280.5 seconds	40023050
BfG_NTS_RP1 =Agilent Zorbax Eclipse Plus C18 (2.1 mm x 150 mm, 3.5 um) with Water:ACN and 0.1% Formic Acid	302.1 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	533.2 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	695.7 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	282.8 seconds	40023050
UFZ_Phenomenex = Kinetex Core-Shell C18 2.6 um, 3.0 x 100 mm, Phenomenex with Water:MeOH and 0.1% Formic Acid	717.4 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	178.2 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	229.9 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	366.1 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	388.6 seconds	40023050
Meister zic-pHILIC pH9.3 = Merck SeQuant ZIC-pHILIC column with ACN:Water 5mM NH4Ac pH9.3 and 5mM ammonium acetate in water	134.0 seconds	40023050

Predicted Kovats Retention Indices

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Phenylalanyl-Alanine,3TMS,isomer #1	CC(N=C(O[Si](C)(C)C)C(CC1=CC=CC=C1)N[Si](C)(C)C)C(=O)O[Si](C)(C)C	2041.3	Semi standard non polar	33892256
Phenylalanyl-Alanine,3TMS,isomer #1	CC(N=C(O[Si](C)(C)C)C(CC1=CC=CC=C1)N[Si](C)(C)C)C(=O)O[Si](C)(C)C	2110.5	Standard non polar	33892256
Phenylalanyl-Alanine,3TMS,isomer #1	CC(N=C(O[Si](C)(C)C)C(CC1=CC=CC=C1)N[Si](C)(C)C)C(=O)O[Si](C)(C)C	2520.2	Standard polar	33892256
Phenylalanyl-Alanine,3TMS,isomer #2	CC(N=C(O[Si](C)(C)C)C(CC1=CC=CC=C1)N([Si](C)(C)C)[Si](C)(C)C)C(=O)O	2243.0	Semi standard non polar	33892256
Phenylalanyl-Alanine,3TMS,isomer #2	CC(N=C(O[Si](C)(C)C)C(CC1=CC=CC=C1)N([Si](C)(C)C)[Si](C)(C)C)C(=O)O	2203.8	Standard non polar	33892256
Phenylalanyl-Alanine,3TMS,isomer #2	CC(N=C(O[Si](C)(C)C)C(CC1=CC=CC=C1)N([Si](C)(C)C)[Si](C)(C)C)C(=O)O	2761.7	Standard polar	33892256
Phenylalanyl-Alanine,3TMS,isomer #3	CC(N=C(O)C(CC1=CC=CC=C1)N([Si](C)(C)C)[Si](C)(C)C)C(=O)O[Si](C)(C)C	2250.2	Semi standard non polar	33892256
Phenylalanyl-Alanine,3TMS,isomer #3	CC(N=C(O)C(CC1=CC=CC=C1)N([Si](C)(C)C)[Si](C)(C)C)C(=O)O[Si](C)(C)C	2211.8	Standard non polar	33892256
Phenylalanyl-Alanine,3TMS,isomer #3	CC(N=C(O)C(CC1=CC=CC=C1)N([Si](C)(C)C)[Si](C)(C)C)C(=O)O[Si](C)(C)C	2680.1	Standard polar	33892256
Phenylalanyl-Alanine,4TMS,isomer #1	CC(N=C(O[Si](C)(C)C)C(CC1=CC=CC=C1)N([Si](C)(C)C)[Si](C)(C)C)C(=O)O[Si](C)(C)C	2249.7	Semi standard non polar	33892256
Phenylalanyl-Alanine,4TMS,isomer #1	CC(N=C(O[Si](C)(C)C)C(CC1=CC=CC=C1)N([Si](C)(C)C)[Si](C)(C)C)C(=O)O[Si](C)(C)C	2238.3	Standard non polar	33892256
Phenylalanyl-Alanine,4TMS,isomer #1	CC(N=C(O[Si](C)(C)C)C(CC1=CC=CC=C1)N([Si](C)(C)C)[Si](C)(C)C)C(=O)O[Si](C)(C)C	2455.5	Standard polar	33892256
Phenylalanyl-Alanine,3TBDMS,isomer #1	CC(N=C(O[Si](C)(C)C(C)(C)C)C(CC1=CC=CC=C1)N[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C	2648.0	Semi standard non polar	33892256
Phenylalanyl-Alanine,3TBDMS,isomer #1	CC(N=C(O[Si](C)(C)C(C)(C)C)C(CC1=CC=CC=C1)N[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C	2636.7	Standard non polar	33892256
Phenylalanyl-Alanine,3TBDMS,isomer #1	CC(N=C(O[Si](C)(C)C(C)(C)C)C(CC1=CC=CC=C1)N[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C	2832.7	Standard polar	33892256
Phenylalanyl-Alanine,3TBDMS,isomer #2	CC(N=C(O[Si](C)(C)C(C)(C)C)C(CC1=CC=CC=C1)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C(=O)O	2882.6	Semi standard non polar	33892256
Phenylalanyl-Alanine,3TBDMS,isomer #2	CC(N=C(O[Si](C)(C)C(C)(C)C)C(CC1=CC=CC=C1)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C(=O)O	2717.3	Standard non polar	33892256
Phenylalanyl-Alanine,3TBDMS,isomer #2	CC(N=C(O[Si](C)(C)C(C)(C)C)C(CC1=CC=CC=C1)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C(=O)O	2993.2	Standard polar	33892256
Phenylalanyl-Alanine,3TBDMS,isomer #3	CC(N=C(O)C(CC1=CC=CC=C1)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C	2843.8	Semi standard non polar	33892256
Phenylalanyl-Alanine,3TBDMS,isomer #3	CC(N=C(O)C(CC1=CC=CC=C1)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C	2786.5	Standard non polar	33892256
Phenylalanyl-Alanine,3TBDMS,isomer #3	CC(N=C(O)C(CC1=CC=CC=C1)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C	2952.0	Standard polar	33892256
Phenylalanyl-Alanine,4TBDMS,isomer #1	CC(N=C(O[Si](C)(C)C(C)(C)C)C(CC1=CC=CC=C1)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C	3074.8	Semi standard non polar	33892256
Phenylalanyl-Alanine,4TBDMS,isomer #1	CC(N=C(O[Si](C)(C)C(C)(C)C)C(CC1=CC=CC=C1)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C	2924.8	Standard non polar	33892256
Phenylalanyl-Alanine,4TBDMS,isomer #1	CC(N=C(O[Si](C)(C)C(C)(C)C)C(CC1=CC=CC=C1)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C	2806.2	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Phenylalanyl-Alanine GC-MS (Non-derivatized) - 70eV, Positive	splash10-00dl-6900000000-c85970fd47854fc74e0f	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Phenylalanyl-Alanine GC-MS (1 TMS) - 70eV, Positive	splash10-00di-7910000000-d4f274150143f21aa90d	2017-10-06	Wishart Lab	View Spectrum

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Phenylalanyl-Alanine 10V, Positive-QTOF	splash10-00rl-1980000000-e0d3e96957bbf94c799a	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Phenylalanyl-Alanine 20V, Positive-QTOF	splash10-0fdo-4900000000-63be2ab5de8b4623a680	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Phenylalanyl-Alanine 40V, Positive-QTOF	splash10-0006-9700000000-180a8aa799cf85122ed1	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Phenylalanyl-Alanine 10V, Negative-QTOF	splash10-000i-0190000000-46f5fe31db9600dca781	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Phenylalanyl-Alanine 20V, Negative-QTOF	splash10-000i-9680000000-1b311bdca534c802be6f	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Phenylalanyl-Alanine 40V, Negative-QTOF	splash10-00dr-9400000000-cb47f901d18acc5e84af	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Phenylalanyl-Alanine 10V, Negative-QTOF	splash10-00kr-2290000000-7422b1039795a7f6ea13	2021-10-11	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Phenylalanyl-Alanine 20V, Negative-QTOF	splash10-0006-9500000000-fd3f4f4a18fe1a4bfe74	2021-10-11	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Phenylalanyl-Alanine 40V, Negative-QTOF	splash10-0006-9200000000-07ccdc78222cdda766df	2021-10-11	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Phenylalanyl-Alanine 10V, Positive-QTOF	splash10-00dl-1900000000-d09dbb6e34fdfd0a261c	2021-10-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Phenylalanyl-Alanine 20V, Positive-QTOF	splash10-0006-9600000000-1afe7db7e6e0777229bf	2021-10-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Phenylalanyl-Alanine 40V, Positive-QTOF	splash10-0006-9400000000-ddc8f89a3a90c5a0e038	2021-10-22	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Not Available

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Not Available

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB098220

KNApSAcK ID

Not Available

Chemspider ID

312587

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

352040

PDB ID

Not Available

ChEBI ID

173694

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

Not Available

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

Not Available

Showing metabocard for Phenylalanyl-Alanine (HMDB0304787)

MOL for HMDB0304787 (Phenylalanyl-Alanine)

3D MOL for HMDB0304787 (Phenylalanyl-Alanine)

3D SDF for HMDB0304787 (Phenylalanyl-Alanine)

3D-SDF for HMDB0304787 (Phenylalanyl-Alanine)

PDB for HMDB0304787 (Phenylalanyl-Alanine)

3D PDB for HMDB0304787 (Phenylalanyl-Alanine)

SMILES for HMDB0304787 (Phenylalanyl-Alanine)

INCHI for HMDB0304787 (Phenylalanyl-Alanine)

Structure for HMDB0304787 (Phenylalanyl-Alanine)

3D Structure for HMDB0304787 (Phenylalanyl-Alanine)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Derivatized

GC-MS Spectra

MS/MS Spectra